[2-Acetoxy-3-(naphthalen-1-yloxy)propyl](propan-2-yl)azanium chloride monohydrate

Abstract

The title compound, C18H24NO3+·Cl−·H2O, was synthesized by the reaction of propranolol hydrochloride with acetyl chloride in chloroform followed by slow evaporation in air. In the cation, the dihedral angle between the planes of the naphthalene ring system and the acetate group is 71.1 (2)°. An intramolecular N—H...O hydrogen bond results in the formation of a non-planar pseudo-ring, with the ether O and the H atom displaced by −1.328 (2) and 0.65 Å, respectively, from the plane of the other ring atoms. The cation and anion are linked by an N—H...Cl hydrogen bond. The water molecule is linked to a methyl H atom by C—H...O hydrogen bond.